Journal of Molecular Modeling

, Volume 15, Issue 2, pp 197–201

A theoretical investigation of cytotoxic activity of celastroid triterpenoids

Original Paper

DOI: 10.1007/s00894-008-0394-9

Cite this article as:
Setzer, W.N. J Mol Model (2009) 15: 197. doi:10.1007/s00894-008-0394-9


Quantum chemical calculations at the B3LYP/6-31G* level of theory have been carried out on 20 celastroid triterpenoids to obtain a set of molecular electronic properties and to correlate these with cytotoxic activities. The cytotoxic activities of these compounds can be roughly correlated with electronic effects related to nucleophilic addition to C(6) of the compounds: The energies of the frontier molecular orbitals (EHOMO and ELUMO), the HOMO-LUMO energy gap, the dipole moment, the charge on C(6), and the electrophilicity on C(6).

LUMO of Pristimerin.


CytotoxicityDensity functional theoryQuinone-methide triterpenoids

Copyright information

© Springer-Verlag 2008

Authors and Affiliations

  1. 1.Department of ChemistryUniversity of Alabama in HuntsvilleHuntsvilleUSA